US20120201772A1 - Hair styling cosmetic - Google Patents

Hair styling cosmetic Download PDF

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Publication number
US20120201772A1
US20120201772A1 US13/391,142 US201013391142A US2012201772A1 US 20120201772 A1 US20120201772 A1 US 20120201772A1 US 201013391142 A US201013391142 A US 201013391142A US 2012201772 A1 US2012201772 A1 US 2012201772A1
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Prior art keywords
hair
component
styling
mass
styling cosmetic
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US13/391,142
Inventor
Tomonori Toyoda
Taizo Fujiyama
Takumi Kurashima
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Shiseido Co Ltd
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Shiseido Co Ltd
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Assigned to SHISEIDO COMPANY, LTD. reassignment SHISEIDO COMPANY, LTD. ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: TOYODA, TOMONORI, FUJIYAMA, TAIZO, KURASHIMA, TAKUMI
Publication of US20120201772A1 publication Critical patent/US20120201772A1/en
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60Sugars; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86Polyethers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/06Preparations for styling the hair, e.g. by temporary shaping or colouring
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/59Mixtures

Definitions

  • FIG. 1 A first figure.
  • the present invention relates to a hair-styling cosmetic. More specifically, the present invention relates to a hair-styling cosmetic that is excellent in hair-styling effect and hair-restyling effect although having a low viscosity, shows no stickiness, shows smoothness, and gives excellent light finish.
  • hair setting resins such as a hair fixing polymer and a coating-formable polymer are incorporated for styling in hair-styling cosmetics.
  • hair setting resins have defects that they provide stiffness, unevenness of a coating, decrease in styling keeping effect under a high humidity, and the like. Therefore, in order to eliminate the defects, various countermeasures have been adopted.
  • JP-A-2007-217314 Patent Document 1 describes that a spray-form powder cosmetic comprising a hair fixing polymer compound, a polyhydric alcohol, a monohydric alcohol and a propellant by respective specific amounts is excellent in hair-restyling property, gives no sticky feeling and has natural glossy feeling.
  • Patent Document 2 JP-A-H11-100312 (Patent Document 2) describes that a hair cosmetic comprising a specific low viscosity polyether compound and a specific polymer resin compound by respective specific amounts has hair-styling effect and hair-styling keeping effect, gives no stickiness and stiffness, and enables hair-restyling by passing the fingers through hair even after drying.
  • Patent Document 3 JP-A-H3-261713 (Patent Document 3) describes that a hair cosmetic comprising a specific polyoxyalkylene-based compound and/or polyoxyalkylenealkyl glycoside, a specific hair fixing polymer compound and a specific high molecular weight polyethylene glycol (molecular weight: 6,000 to 30,000) has hair-styling property and smoothing property (smoothness).
  • Patent Document 4 JP-A-2002-167317 (Patent Document 4) describes that a hair cosmetic composition comprising an amphoteric polymer, a sugar alcohol and a sugar alcohol derivative (for example, a polyoxyalkylene-adduct of a sugar alcohol, and the like) has hair-styling effect and set keeping effect, and gives no sticky feeling and stiff feeling.
  • a hair cosmetic composition comprising an amphoteric polymer, a sugar alcohol and a sugar alcohol derivative (for example, a polyoxyalkylene-adduct of a sugar alcohol, and the like) has hair-styling effect and set keeping effect, and gives no sticky feeling and stiff feeling.
  • Patent Document 5 JP-A-2004-505902 (Patent Document 5) describes that a hair-care composition comprising a specific water-soluble polyalkylene glycol and a specific coating-forming polymer in a specific ratio and further comprising a liquid carrier is excellent in re-styling property and feeling.
  • the present invention has been made in view of the above-mentioned conventional situation, and aims at providing a hair-styling cosmetic that is excellent in hair-styling effect and hair-restyling effect although being an aqueous-based and having a low viscosity, shows no stickiness, shows smoothness and gives excellent light finish.
  • the present inventors have done intensive studies, and consequently found that the above-mentioned problem is solved by incorporating an adhesive resin having predetermined adhesiveness and one kind or two kinds or more selected from sugar alcohols, polyalkylene glycols and derivatives thereof by predetermined amounts, and completed the present invention.
  • the present invention provides a hair-styling cosmetic comprising (a) 0.1 to 10% by mass of an adhesive resin having such an adhesiveness as showing a ball number of from 1 to 30 in an inclined ball tack test (inclination angle: 30°, 25° C., humidity: 50%), and (b) 3 to 30% by mass of one kind or two kinds or more selected from sugar alcohols, polyalkylene glycols and derivatives thereof.
  • a hair-styling cosmetic which exerts good hair-styling effect and hair-restyling effect, although being water-based and having a low viscosity, shows no stickiness and high smoothness and gives the sense of a favorable light finish.
  • a hair-styling cosmetic containing (a) 0.1-10 mass % of an adhesive resin, and (b) 3-30 mass % of one or more kinds of components selected from among a sugar alcohol, a polyalkylene glycol and derivatives thereof, characterized in that said adhesive resin (a) has such properties that a film of 0.1 mm in thickness that is formed of a composition containing said resin substantially at a ratio of 50 mass % has, after drying for 1 day at 25oC and humidity 50%, an adhesiveness of showing a ball number of 1-30 in the inclined ball tack test (inclination angle 30o, measured at 25oC, humidity 50%).
  • a hair-styling cosmetic which exerts good hair-styling effect and hair-restyling effect, shows no stickiness and high smoothness, gives the sense of a favorable light finish, and is suitable for application by mist-spraying, can be obtained.
  • the hair-styling cosmetic of the present invention incorporate the adhesive resin and the specific components: one kind or two kinds or more selected from sugar alcohols, polyalkylene glycols and derivatives thereof by predetermined amounts and is prepared so as to have a low viscosity, it is suitable for use by atomizing into a form of mist, and can exhibit excellent hair-styling effect and hair-restyling effect.
  • FIG. 1 is a schematic view showing an apparatus for a ball tack test.
  • the hair-styling cosmetic of the present invention comprises an adhesive resin having predetermined adhesiveness (component a) as an essential component.
  • the adhesiveness of the adhesive resin is specified by a ball tack test according to JIS Z 0237.
  • the ball tack test is a method for testing adhesiveness comprising measuring by using a measurement apparatus as shown in FIG. 1 . Specifically, when a sample to be measured (adhesive material) is disposed on the inclined plane of the measurement apparatus of FIG. 1 , the part from the top of the inclined plane to the position at 10 cm from the top is covered with a non-adhesive sheet to form an entrance path, and balls each made of a predetermined material and having a predetermined size are each rolled from the top of the inclined plane, the adhesiveness is specified by the number of the ball having the maximum size among the balls that have stopped on either position of the adhesive surface.
  • a sample to be measured adheresive material
  • a ball tack test was conducted by using a sample surface that was obtained by preparing a composition substantially comprising the resin by 50% by mass, making a coating having a thickness of 0.1 mm on the inclined surface of FIG. 1 by using the composition, and drying the coating at 25° C. and a humidity of 50% for 1 day.
  • the measurement was conducted under the measurement conditions of an inclination angle of 30°, 25° C. and a humidity of 50% in the measurement apparatus shown in FIG. 1 , and the resin having such a adhesiveness as showing a ball number of from 1 to 30, more preferably from 3 to 25 was used as the adhesive resin in the present invention.
  • the adhesive resin used in the present invention can include acrylic-based resins such as Acronal YJ2720D, Acronal V215ap, Acronal N285, Acronal V210 and Acronal V212 (manufactured by BASF), NCOR38-088A, Duro-Tak87-200A and Duro-Tak387-2054/87-2054 (manufactured by National Starch & Chemical), MG-0560 and MG-0580 (manufactured by Dow Corning), Daitosol 5000AD that is an alkyl acrylate ester (manufactured by Daito Kasei Kogyo Co., Ltd.), and Yodozol AH955 and PRIMALPS83-D that belong to alkyl methacrylate ester/alkyl acrylate ester copolymers (manufactured by Rohm & HAAS), and the like.
  • acrylic-based resins such as Acronal YJ2720D, Acronal
  • a adhesive setting resin obtained by polymerizing the following monomer A and/or monomer B and monomer C and monomer D may be selected.
  • Monomer A At least one kind of monomer represented by the following formula:
  • R1 is H or CH 3
  • n is an integer of from 0 to 30
  • (CH 2 )n comprises branched chain(s)
  • R2 is H, OH, OCH 3 , OCH 2 CH 3 or phenyl.
  • Monomer B At least one kind of monomer represented by the following formula:
  • R3 is H or CH 3
  • R4 and R5 may be the same of different and are each H or (CH 2 )1R′ wherein 1 is an integer of from 1 to 3 and R′ is H, OH or —NR′′R′′′ wherein R′′ and R′′′ may be the same of different and are each H or a C 1 -C 3 alkyl group.
  • Monomer C At least one kind of monomer represented by the following formula:
  • R6 is H or CH 3
  • p is an integer of from 1 to 100
  • m is an integer of from 0 to 30
  • R7 is H, OH, OCH 3 , OCH 2 CH 3 or phenyl
  • X is an oxyethylene group (EO), an oxypropylene group (PO), an oxybutylene group (BO) or glyceryl.
  • Monomer D At least one kind of monomer represented by the following formula:
  • R8 is H or CH 3 , q is an integer of from 1 to 100, Y is an oxyethylene group (EO), an oxypropylene group (PO), an oxybutylene group (BO), a straight chain or branched oxyalkylene group having 5 or more carbon atoms or glyceryl, provided that q is 1 when Y is an oxyallcylene group having 5 or more carbon atoms.
  • EO oxyethylene group
  • PO oxypropylene group
  • BO oxybutylene group
  • q is 1 when Y is an oxyallcylene group having 5 or more carbon atoms.
  • the adhesive setting resin used in the present invention one having a structure represented by the following formula (I) is specifically preferable.
  • R1 to R9, n, m, p and q have the similar meanings as in the above-mentioned formulas A to D.
  • the terms in the present specification are used in general meanings; for example, the oxyethylene group (EO), oxypropylene group (PO) and oxybutylene group (BO) mean straight chain or branched oxyalkylene groups having 2, 3 and 4 carbon atoms, respectively.
  • a is a number within the range of 40 ⁇ a ⁇ 400
  • b is a number within the range of 80 ⁇ b ⁇ 300
  • c is a number within the range of 30 ⁇ c ⁇ 300
  • d is a number within the range of 0 ⁇ d ⁇ 10.
  • the mass percents of the respective monomers in the adhesive setting resin (the polymer of the formula (I)) that satisfy the above-mentioned conditions are approximately as follows. 7.5 ⁇ A ⁇ 62.5, 20 ⁇ B ⁇ 45, 7.5 ⁇ C ⁇ 60, 0 ⁇ D ⁇ 5.
  • the adhesive setting resin used in the invention can be prepared by mixing the above-mentioned monomer A and/or B and C and D in a suitable ratio and subjecting the mixture to a polymerization reaction by using a general method, in a suitable solvent as necessary. For example, it can be obtained by heat-polymerizing at about 80° C. for 8 hours by using a polymerization initiator such as 2,2′-azobisisobutyronitrile in ethanol.
  • a polymerization initiator such as 2,2′-azobisisobutyronitrile in ethanol.
  • addition reaction-type silicones such as SD4584, SD4560, SD4570, SD4580, SD4585 and SD4587L (manufactured by Dow Corning Toray Silicone Company Ltd.), and TSR1512 and TSR1516 (manufactured by MOMENT1VE) can be given.
  • the resin is not specifically limited to the specific examples listed above as long as it is a resin that satisfies the above-mentioned conditions of adhesiveness, and one kind or two kinds or more of those can be mixed and used.
  • the incorporation amount of the adhesive resin in the cosmetic of the present invention is from 0.1 to 10% by mass, more preferably from 0.5 to 7.5% by mass. When the incorporation amount is less than 0.1% by mass, a desired effect may not be obtained, and when the incorporation amount exceeds 10% by mass, stickiness is caused.
  • the hair-styling cosmetic of the present invention comprises one kind or two kinds or more selected from sugar alcohols, polyalkylene glycols and derivatives thereof (component b) in addition to the adhesive resin, as an essential component.
  • the sugar alcohol used in the present invention is a polyhydric alcohol obtained by reducing the carbonyl group of a sugar.
  • maltitol (“Malbit”; manufactured by B Food Science Co., Ltd.)
  • sorbitol (“Sorbitol C”; manufactured by B Food Science)
  • ribitol mannitol, arabitol, galactitol, xylitol, erythritol, inositol and the like
  • a derivative of a sugar alcohol can also be used in the present invention.
  • POE-POP-added oleic acid polyoxyethylene sorbit “Rheodol 430V”: Kao Chemicals, polyoxypropylene sorbit “Uniol HS-1600D”), alkyl group-added, cationized, anionized and silylated derivatives, and the like can be exemplified.
  • sorbitol and maltitol are preferable from the viewpoints of absence of stickiness and stiffness, and the like.
  • polyalkylene glycols and derivative thereof used in the present invention may include EO polymers in which ethylene oxide (EO) constitutional units have been polymerized, PO polymers in which propylene oxide (PO) constitutional units have been polymerized, BO polymers in which butylene oxide (BO) constitutional units have been polymerized, and copolymers in which the above-mentioned constitutional units have been copolymerized, and the like.
  • EO polymers, EO-PO copolymers comprising EO constitutional units and PO constitutional units, EO-BO copolymers comprising EO constitutional units and BO constitutional units, and the like are preferable.
  • the format of copolymerization is not specifically limited, and is any of block copolymerization, graft copolymerization, random copolymerization and the like.
  • polyalkylene glycols used in the present invention commercially available ones can be utilized, and examples can include EO-adduct polymers: PEG200, PEG300, PEG400, PEG600, PEG1000, PEG1540, PEG2000, PEG4000, PEG6000, PEG11000 and PEG20000 (NOF Corporation or Toho Chemical Industry Co., Ltd.), PO-adduct polymers: Uniol D-700, Uniol D-1000, Uniol D-1200 and Uniol D-2000 (NOF Corporation), and the like.
  • polyalkylene glycols used in the present invention are not specifically limited, among those, polyalkylene glycols are optimal.
  • the polyalkylene glycol derivatives used in the present invention encompass the following hair-styling oil component and the like.
  • the hair-styling oil component means an EO/PO adduct of a mono- to tetravalent alcohol or a mono- to trivalent carboxylic acid.
  • Commercially available ones can be utilized, and examples can include Unilub 50 MB168, Unilub MB370, Triol G-40, Savondor SGP-7 and Savondor GP-9 (NOF Corporation), and the like.
  • the incorporation amount of the sugar alcohols, polyalkylene glycols and/or derivatives thereof (component b) in the cosmetic of the present invention is from 3 to 30% by mass, more preferably from 5 to 25% by mass.
  • the incorporation amount is less than 3% by mass, a desired effect may not be obtained, and when the component is incorporated by going beyond 30% by mass, stickiness and stiffness may be caused.
  • the hair-styling cosmetic of the present invention has a low viscosity, the solvent volatilizes quickly during application to hair, thereby adhesiveness is exhibited. Specifically, it is preferable that the viscosity measured with a B-type viscometer at 25° C. is adjusted to 100 mPa ⁇ s or less. The effect of the invention is exerted easily by atomizing into a form of mist. When the viscosity exceeds 100 mPa ⁇ s, the cosmetic may become unsuitable for atomizing into a form of mist, for example, problems such as clogging in a nozzle of an atomizing apparatus may be caused.
  • the range of the adhesiveness after the solvent in the cosmetic has been volatilized is also an important factor.
  • the adhesiveness By adjusting the adhesiveness to a predetermined range, stickiness during application to hair can be suppressed, and hair-restyling effect can be improved.
  • the adhesiveness is preferable to adjust the adhesiveness to such an adhesiveness as showing a ball number of from 1 to 30, more preferably from 3 to 25, wherein the ball number is measured at an inclination angle of the inclined plane in the above-mentioned ball tack test (the measurement apparatus shown in FIG. 1 ) of 10° and 25° C. after forming a coating having a thickness of 0.1 mm by using the cosmetic of the present invention and drying at 25° C. and a humidity of 50%.
  • the hair-styling cosmetic of the present invention comprises an oil component by from 0.01 to 5% by mass, more preferably from 0.1 to 3% by mass.
  • an oil component By comprising the oil component, further smoothness can be imparted to hair.
  • the oil component used in the present invention is not specifically limited and can be selected from oil components that have been conventionally used in cosmetics, specifically in hair cosmetics.
  • the hair-styling cosmetic of the present invention comprises water and an alcohol in addition to the above-mentioned adhesive resin and sugar alcohols, polyalkylene glycols and derivatives thereof.
  • the alcohol in the hair-styling cosmetic of the present invention one kind or two kinds or more selected from alcohols that are generally used in cosmetics such as ethanol can be suitably selected and used.
  • the incorporation amounts of the water and alcohol are not specifically limited, and are suitably adjusted within a range in which the above-mentioned predetermined adhesiveness and viscosity are given.
  • the hair-styling cosmetic of the present invention can be provided in various embodiments such as a hair liquid, a hair foam, a hair mousse, a hair spray, a hair mist, a hair gel and a hair wax, and is specifically suitable for a form for using by atomizing into a form of mist since it is a cosmetic that comprises the adhesive resin and sugar alcohols and/or polyalkylene glycol derivatives by predetermined amounts and may have limited adhesiveness and viscosity.
  • mist By using in a form of mist, the solvent volatilizes quickly, and adhesiveness and hair-styling effect can be exerted quickly.
  • the hair-styling cosmetic of the present invention may incorporate, depending on the form thereof, for example, other components that have been conventionally used in hair-styling cosmetics, to the extent that the effect of the invention is not deteriorated.
  • Polymerization was conducted by the monomer compositions shown in the following Table 1 to prepare adhesive setting resins that may be used in the present invention (Preparation Examples 1 to 6), and Comparative Preparation Example 1 that was free from monomer C and Preparation Example 2 that was free from monomer D.
  • a mixture comprising 100 parts of a monomer is prepared in advance; 100 parts of ethanol is charged in a 1 L volume five-necked flask equipped with a dropping funnel containing this mixture, a reflux condenser, a thermometer, a tube for nitrogen replacement and a stirrer; the temperature is raised under nitrogen flow; 1 part of a polymerization initiator (2,2-azobisisobutyronitrile) is added to the ethanol when the ethanol reaches a reflux state (about 80° C.); and the above-mentioned mixture is added dropwise continuously for 2 hours. Thereafter the reactant was left in the reflux state for 8 hours to promote a polymerization reaction. The solvent was then distilled off from the solution in the five-necked flask, and ethanol was added to adjust the solvent content of this solution to give a solution of a cosmetic base having a solid content concentration of 50%.
  • a polymerization initiator 2,2-azobisisobutyronitrile
  • 0.5 g of the sample was applied to a bundle of black virgin hair (length: 20 cm, mass: 2 g) and dried at an ordinary temperature, and the obtained hair bundle was evaluated for easiness of arrangement by a sensory test by specialized panelists.
  • the total points are 40 points or more
  • the total points are 30 points or more and less than 40 points
  • the total points are 20 points or more and less than 30 points
  • The value is 90% or more
  • The value is 70% or more and less than 90%
  • The value is 50% or more and less than 70%
  • x The value is less than 50%
  • 0.5 g of the sample was applied to a bundle of black virgin hair (length: 20 cm, mass: 2 g) and dried at an ordinary temperature, and the obtained hair bundle was evaluated for easiness of hair styling when the hair was trimmed immediately after the application and trimmed again after 1 hour (hair-restyling effect) by a sensory test by specialized panelists.
  • the total points are 40 points or more
  • the total points are 30 points or more and less than 40 points
  • the total points are 20 points or more and less than 30 points
  • 0.5 g of the sample was applied to a bundle of black virgin hair (length: 20 cm, mass: 2 g) and dried at an ordinary temperature, and the obtained hair bundle was evaluated for adhesion effect on the hair by a sensory test by specialized panelists.
  • Total points are 30 points or more and less than 40 points
  • Total points are 20 points or more and less than 30 points
  • 0.5 g of the sample was applied to a bundle of black virgin hair (length: 20 cm, mass: 2 g) and dried at an ordinary temperature, and the obtained hair bundle was evaluated for the absence of feeling of dryness on hair during trimming by a sensory test by specialized panelists.
  • Total points are 30 points or more and less than 40 points
  • Total points are 20 points or more and less than 30 points
  • the dried hair bundle was hanged on a scaled board and put into a constant temperature and humidity chamber at a temperature of 30° C. and a humidity of 90% RH for 3 hours, and the length of the hair strand was measured and defined as strength after humidification (L2).
  • the length of the hair strand is the maximum diameter when the hair is in a curled state, whereas the length is the maximum length from the end part at the base side (for example, the length from the end part at the base side to the end part of the tip) when the curl is uncoiled partially or entirely.
  • the curl retention value was calculated according to the following equation, and the humidity resistance was evaluated according to the following evaluation criteria.
  • Curl retention value(%) ⁇ (20 ⁇ L 2)/(20 ⁇ L 0) ⁇ 100
  • a curl retention value closer to 100% represents a stronger curl keeping rate and more excellent humidity resistance (i.e., style keeping effect).
  • the curl retention value is 90% or more.
  • the curl retention value is 70% or more and less than 90%
  • the curl retention value is 50% or more and less than 70%
  • the curl retention value is less than 50%
  • Example Example 7 Ion exchanged water Amount that makes the entirety 100% Ethanol 50 50 Sorbitol — 1 PEG-6 5 2 PEG-8 5 3 PEG-32 5 2 (Alkyl 3 1 acrylate/diacetoneacrylamide) copolymer AMP (*2) Polyacrylate cross polymer-3 2 1 Citric acid Suitable Suitable amount amount Phenoxyethanol Suitable Suitable amount amount Fragrance Suitable Suitable amount amount Ball tack test 5 3 (Inclination angle 10°, 25° C.) Fixing effect ⁇ ⁇ Arranging effect ⁇ ⁇ Hair-restyling effect ⁇ ⁇ Humidity resistance ⁇ ⁇ (*2) PLAS CIZE (manufactured by Goo Chemical Co., Ltd.)
  • Liquid-type styling agent (1) Ion exchanged water balance (2) PEG-6 7 (3) PEG-32 7 (4) Maltitol 10 (5) PEG/PPG-55/28 dimethyl ether 1 (6) Ethanol 5 (7) Fragrance suitable amount (8) Acronal YJ2720D 1 (9) (Alkyl acrylate/diacetoneacrylamide) copolymer AMP 2 (10) Citric acid suitable amount (11) Phenoxyethanol suitable amount (12) PEG-40-butyl 1
  • the water-soluble components (2) to (5) were added to the water (1) and dissolved by stirring to give a water part.
  • (7) was added to the ethanol (6) and solubilized by stirring, and (5), (9) and (11) were added thereto and stirred to give an alcohol part.
  • the water part and alcohol part were mixed, and (8), (10) and (12) were added thereto to give a liquid-type styling agent.
  • Liquid-type styling agent (1) Ion exchanged water balance (2) PEG-6 5 (3) PEG-8 5 (4) PEG-32 5 (5) Sorbitol 1 (6) Ethanol 50 (7) Fragrance suitable amount (8) Adhesive setting resin of Preparation Example 3 3 (9) (Alkyl acrylate/diacetoneacrylamide) copolymer 2 (10) Citric acid suitable amount
  • the water-soluble components (2) to (5) were added to water (1) and dissolved by stirring to give a water part.
  • (7) was added to (6) and solubilized by stirring, and (8) to (9) were added thereto and stirred to give an alcohol part.
  • the water part and alcohol part were mixed, and (10) was added thereto to give a liquid-type styling agent.
  • Liquid-type styling agent (1) Ion exchanged water balance (2) PEG-6 7 (3) PEG-32 7 (4) Maltitol 10 (5) Ethanol 10 (6) Fragrance suitable amount (7) PEG-60 hydrogenated castor oil 0.5 (8) Hydrogenated polyisobutene 0.3 (9) Acronal V215ap 1 (10) (Alkyl acrylate/diacetoneacrylamide) copolymer 2 (11) Phenoxyethanol suitable amount (12) Citric acid suitable amount
  • the water-soluble components (2) to (4) were added to water (1) and dissolved by stirring to give a water part.
  • (6), (7) and (8) were added to ethanol (5) and solubilized by stirring, and (10) and (11) were added thereto and stirred to give an alcohol part.
  • the water part and alcohol part were mixed, and (9) and (12) were added thereto to give a liquid-type styling agent.

Abstract

A hair-styling cosmetic exerts good effect, although being water-based and having a low viscosity, shows no stickiness and high smoothness and gives the sense of a favorable light finish and is suitable for mist-spraying. Disclosed is a hair-styling cosmetic containing (a) 0.1-10 mass % of an adhesive resin, and (b) 3-30 mass % of one or more kinds of components selected from among a sugar alcohol, a polyalkylene glycol and derivatives thereof, characterized in that the adhesive resin (a) has such properties that a film of 0.1 mm in thickness is formed of a composition containing said resin substantially at a ratio of 50 mass % has, after drying for 1 day at 25° C. and humidity 50%, an adhesiveness of showing a ball number of 1-30 in the inclined ball tack test (inclination angle 30°, measured at 25° C., humidity 50%).

Description

    CROSS REFERENCE TO RELATED APPLICATIONS
  • This application relates to and claims priority from PCT/W2010/064049 filed Aug. 20, 2010, the entire contents of which are incorporated herein by reference, which in turn claims priority from JP 2009-191486 filed Aug. 20, 2009.
  • FIGURE SELECTED FOR PUBLICATION
  • FIG. 1
  • BACKGROUND OF THE INVENTION
  • 1. Field of the Invention
  • The present invention relates to a hair-styling cosmetic. More specifically, the present invention relates to a hair-styling cosmetic that is excellent in hair-styling effect and hair-restyling effect although having a low viscosity, shows no stickiness, shows smoothness, and gives excellent light finish.
  • 2. Description of the Related Art
  • Conventionally, hair setting resins such as a hair fixing polymer and a coating-formable polymer are incorporated for styling in hair-styling cosmetics. However, hair setting resins have defects that they provide stiffness, unevenness of a coating, decrease in styling keeping effect under a high humidity, and the like. Therefore, in order to eliminate the defects, various countermeasures have been adopted.
  • For example, JP-A-2007-217314 (Patent Document 1) describes that a spray-form powder cosmetic comprising a hair fixing polymer compound, a polyhydric alcohol, a monohydric alcohol and a propellant by respective specific amounts is excellent in hair-restyling property, gives no sticky feeling and has natural glossy feeling.
  • JP-A-H11-100312 (Patent Document 2) describes that a hair cosmetic comprising a specific low viscosity polyether compound and a specific polymer resin compound by respective specific amounts has hair-styling effect and hair-styling keeping effect, gives no stickiness and stiffness, and enables hair-restyling by passing the fingers through hair even after drying.
  • JP-A-H3-261713 (Patent Document 3) describes that a hair cosmetic comprising a specific polyoxyalkylene-based compound and/or polyoxyalkylenealkyl glycoside, a specific hair fixing polymer compound and a specific high molecular weight polyethylene glycol (molecular weight: 6,000 to 30,000) has hair-styling property and smoothing property (smoothness).
  • JP-A-2002-167317 (Patent Document 4) describes that a hair cosmetic composition comprising an amphoteric polymer, a sugar alcohol and a sugar alcohol derivative (for example, a polyoxyalkylene-adduct of a sugar alcohol, and the like) has hair-styling effect and set keeping effect, and gives no sticky feeling and stiff feeling.
  • JP-A-2004-505902 (Patent Document 5) describes that a hair-care composition comprising a specific water-soluble polyalkylene glycol and a specific coating-forming polymer in a specific ratio and further comprising a liquid carrier is excellent in re-styling property and feeling.
  • However, the above-mentioned publications specifically fail to describe or suggest the objects or problems to obtain hair-styling effect and hair-restyling effect that can be satisfied sufficiently in a water-based low viscosity hair-styling cosmetic, and to obtain a hair-styling cosmetic that exhibits effects that the cosmetic gives no sticky feeling, is smooth and gives excellent light finish. In a water-based hair-styling cosmetic having a low viscosity, it is especially difficult to balance setting effect and arrangement effect. Therefore, development of a water-based low viscosity hair-styling cosmetic that has sufficient setting effect and arrangement effect in combination and also has fine feeing of use has been required.
  • PRIOR ART DOCUMENTS Patent Documents
    • Patent Document 1: JP-A-2007-217314
    • Patent Document 2: JP-A-H11-100312
    • Patent Document 3: JP-A-H3-261713
    • Patent Document 4: JP-A-2002-167317
    • Patent Document 5: JP-A-2004-505902
    ASPECTS AND SUMMARY OF THE INVENTION
  • The present invention has been made in view of the above-mentioned conventional situation, and aims at providing a hair-styling cosmetic that is excellent in hair-styling effect and hair-restyling effect although being an aqueous-based and having a low viscosity, shows no stickiness, shows smoothness and gives excellent light finish.
  • Means for Solving Problem
  • The present inventors have done intensive studies, and consequently found that the above-mentioned problem is solved by incorporating an adhesive resin having predetermined adhesiveness and one kind or two kinds or more selected from sugar alcohols, polyalkylene glycols and derivatives thereof by predetermined amounts, and completed the present invention. Namely, the present invention provides a hair-styling cosmetic comprising (a) 0.1 to 10% by mass of an adhesive resin having such an adhesiveness as showing a ball number of from 1 to 30 in an inclined ball tack test (inclination angle: 30°, 25° C., humidity: 50%), and (b) 3 to 30% by mass of one kind or two kinds or more selected from sugar alcohols, polyalkylene glycols and derivatives thereof.
  • Further disclosed is a hair-styling cosmetic which exerts good hair-styling effect and hair-restyling effect, although being water-based and having a low viscosity, shows no stickiness and high smoothness and gives the sense of a favorable light finish. Specifically disclosed is a hair-styling cosmetic containing (a) 0.1-10 mass % of an adhesive resin, and (b) 3-30 mass % of one or more kinds of components selected from among a sugar alcohol, a polyalkylene glycol and derivatives thereof, characterized in that said adhesive resin (a) has such properties that a film of 0.1 mm in thickness that is formed of a composition containing said resin substantially at a ratio of 50 mass % has, after drying for 1 day at 25oC and humidity 50%, an adhesiveness of showing a ball number of 1-30 in the inclined ball tack test (inclination angle 30o, measured at 25oC, humidity 50%). Thus, a hair-styling cosmetic, which exerts good hair-styling effect and hair-restyling effect, shows no stickiness and high smoothness, gives the sense of a favorable light finish, and is suitable for application by mist-spraying, can be obtained.
  • Effect of the Invention
  • Since the hair-styling cosmetic of the present invention incorporate the adhesive resin and the specific components: one kind or two kinds or more selected from sugar alcohols, polyalkylene glycols and derivatives thereof by predetermined amounts and is prepared so as to have a low viscosity, it is suitable for use by atomizing into a form of mist, and can exhibit excellent hair-styling effect and hair-restyling effect.
  • The above, and other aspects, features and advantages of the present invention will become apparent from the following description read in conjunction with the accompanying drawings, in which like reference numerals designate the same elements.
  • BRIEF DESCRIPTION OF THE DRAWINGS
  • FIG. 1 is a schematic view showing an apparatus for a ball tack test.
  • DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS
  • The hair-styling cosmetic of the present invention comprises an adhesive resin having predetermined adhesiveness (component a) as an essential component.
  • In the present specification, the adhesiveness of the adhesive resin is specified by a ball tack test according to JIS Z 0237.
  • The ball tack test is a method for testing adhesiveness comprising measuring by using a measurement apparatus as shown in FIG. 1. Specifically, when a sample to be measured (adhesive material) is disposed on the inclined plane of the measurement apparatus of FIG. 1, the part from the top of the inclined plane to the position at 10 cm from the top is covered with a non-adhesive sheet to form an entrance path, and balls each made of a predetermined material and having a predetermined size are each rolled from the top of the inclined plane, the adhesiveness is specified by the number of the ball having the maximum size among the balls that have stopped on either position of the adhesive surface.
  • Specifically, in the adhesive resin used in the present invention, a ball tack test was conducted by using a sample surface that was obtained by preparing a composition substantially comprising the resin by 50% by mass, making a coating having a thickness of 0.1 mm on the inclined surface of FIG. 1 by using the composition, and drying the coating at 25° C. and a humidity of 50% for 1 day. The measurement was conducted under the measurement conditions of an inclination angle of 30°, 25° C. and a humidity of 50% in the measurement apparatus shown in FIG. 1, and the resin having such a adhesiveness as showing a ball number of from 1 to 30, more preferably from 3 to 25 was used as the adhesive resin in the present invention.
  • Specific examples of the adhesive resin used in the present invention can include acrylic-based resins such as Acronal YJ2720D, Acronal V215ap, Acronal N285, Acronal V210 and Acronal V212 (manufactured by BASF), NCOR38-088A, Duro-Tak87-200A and Duro-Tak387-2054/87-2054 (manufactured by National Starch & Chemical), MG-0560 and MG-0580 (manufactured by Dow Corning), Daitosol 5000AD that is an alkyl acrylate ester (manufactured by Daito Kasei Kogyo Co., Ltd.), and Yodozol AH955 and PRIMALPS83-D that belong to alkyl methacrylate ester/alkyl acrylate ester copolymers (manufactured by Rohm & HAAS), and the like.
  • Alternatively, as the adhesive resin used in the present invention, a adhesive setting resin obtained by polymerizing the following monomer A and/or monomer B and monomer C and monomer D may be selected.
  • Monomer A: At least one kind of monomer represented by the following formula:
  • Figure US20120201772A1-20120809-C00001
  • wherein R1 is H or CH3, n is an integer of from 0 to 30, (CH2)n comprises branched chain(s), and R2 is H, OH, OCH3, OCH2CH3 or phenyl.
  • Monomer B: At least one kind of monomer represented by the following formula:
  • Figure US20120201772A1-20120809-C00002
  • wherein R3 is H or CH3, R4 and R5 may be the same of different and are each H or (CH2)1R′ wherein 1 is an integer of from 1 to 3 and R′ is H, OH or —NR″R′″ wherein R″ and R′″ may be the same of different and are each H or a C1-C3 alkyl group.
  • Monomer C: At least one kind of monomer represented by the following formula:
  • Figure US20120201772A1-20120809-C00003
  • wherein R6 is H or CH3, p is an integer of from 1 to 100, m is an integer of from 0 to 30, R7 is H, OH, OCH3, OCH2CH3 or phenyl, and X is an oxyethylene group (EO), an oxypropylene group (PO), an oxybutylene group (BO) or glyceryl.
  • Monomer D: At least one kind of monomer represented by the following formula:
  • Figure US20120201772A1-20120809-C00004
  • wherein R8 is H or CH3, q is an integer of from 1 to 100, Y is an oxyethylene group (EO), an oxypropylene group (PO), an oxybutylene group (BO), a straight chain or branched oxyalkylene group having 5 or more carbon atoms or glyceryl, provided that q is 1 when Y is an oxyallcylene group having 5 or more carbon atoms.
  • As the adhesive setting resin used in the present invention, one having a structure represented by the following formula (I) is specifically preferable.
  • Figure US20120201772A1-20120809-C00005
  • In the above-mentioned formula (I), R1 to R9, n, m, p and q have the similar meanings as in the above-mentioned formulas A to D. The terms in the present specification are used in general meanings; for example, the oxyethylene group (EO), oxypropylene group (PO) and oxybutylene group (BO) mean straight chain or branched oxyalkylene groups having 2, 3 and 4 carbon atoms, respectively. Furthermore, in the above-mentioned formula (I), a is a number within the range of 40<a<400, b is a number within the range of 80≦b<300, c is a number within the range of 30<c<300 and d is a number within the range of 0<d<10.
  • The mass percents of the respective monomers in the adhesive setting resin (the polymer of the formula (I)) that satisfy the above-mentioned conditions are approximately as follows. 7.5<A<62.5, 20≦B<45, 7.5<C<60, 0<D<5.
  • The adhesive setting resin used in the invention can be prepared by mixing the above-mentioned monomer A and/or B and C and D in a suitable ratio and subjecting the mixture to a polymerization reaction by using a general method, in a suitable solvent as necessary. For example, it can be obtained by heat-polymerizing at about 80° C. for 8 hours by using a polymerization initiator such as 2,2′-azobisisobutyronitrile in ethanol.
  • As a silicone-based adhesive resin, addition reaction-type silicones such as SD4584, SD4560, SD4570, SD4580, SD4585 and SD4587L (manufactured by Dow Corning Toray Silicone Company Ltd.), and TSR1512 and TSR1516 (manufactured by MOMENT1VE) can be given.
  • In the present invention, the resin is not specifically limited to the specific examples listed above as long as it is a resin that satisfies the above-mentioned conditions of adhesiveness, and one kind or two kinds or more of those can be mixed and used.
  • The incorporation amount of the adhesive resin in the cosmetic of the present invention is from 0.1 to 10% by mass, more preferably from 0.5 to 7.5% by mass. When the incorporation amount is less than 0.1% by mass, a desired effect may not be obtained, and when the incorporation amount exceeds 10% by mass, stickiness is caused.
  • The hair-styling cosmetic of the present invention comprises one kind or two kinds or more selected from sugar alcohols, polyalkylene glycols and derivatives thereof (component b) in addition to the adhesive resin, as an essential component.
  • The sugar alcohol used in the present invention is a polyhydric alcohol obtained by reducing the carbonyl group of a sugar. Specifically, maltitol (“Malbit”; manufactured by B Food Science Co., Ltd.), sorbitol (“Sorbitol C”; manufactured by B Food Science), ribitol, mannitol, arabitol, galactitol, xylitol, erythritol, inositol and the like can be exemplified. Alternatively, a derivative of a sugar alcohol can also be used in the present invention. For example, POE-POP-added (oleic acid polyoxyethylene sorbit “Rheodol 430V”: Kao Chemicals, polyoxypropylene sorbit “Uniol HS-1600D”), alkyl group-added, cationized, anionized and silylated derivatives, and the like can be exemplified.
  • Among these, sorbitol and maltitol are preferable from the viewpoints of absence of stickiness and stiffness, and the like.
  • Preferable examples of the polyalkylene glycols and derivative thereof used in the present invention may include EO polymers in which ethylene oxide (EO) constitutional units have been polymerized, PO polymers in which propylene oxide (PO) constitutional units have been polymerized, BO polymers in which butylene oxide (BO) constitutional units have been polymerized, and copolymers in which the above-mentioned constitutional units have been copolymerized, and the like. Specifically, EO polymers, EO-PO copolymers comprising EO constitutional units and PO constitutional units, EO-BO copolymers comprising EO constitutional units and BO constitutional units, and the like are preferable. The format of copolymerization is not specifically limited, and is any of block copolymerization, graft copolymerization, random copolymerization and the like.
  • As the polyalkylene glycols used in the present invention, commercially available ones can be utilized, and examples can include EO-adduct polymers: PEG200, PEG300, PEG400, PEG600, PEG1000, PEG1540, PEG2000, PEG4000, PEG6000, PEG11000 and PEG20000 (NOF Corporation or Toho Chemical Industry Co., Ltd.), PO-adduct polymers: Uniol D-700, Uniol D-1000, Uniol D-1200 and Uniol D-2000 (NOF Corporation), and the like.
  • Although the polyalkylene glycols used in the present invention are not specifically limited, among those, polyalkylene glycols are optimal.
  • The polyalkylene glycol derivatives used in the present invention encompass the following hair-styling oil component and the like. The hair-styling oil component means an EO/PO adduct of a mono- to tetravalent alcohol or a mono- to trivalent carboxylic acid. Commercially available ones can be utilized, and examples can include Unilub 50 MB168, Unilub MB370, Triol G-40, Savondor SGP-7 and Savondor GP-9 (NOF Corporation), and the like.
  • The incorporation amount of the sugar alcohols, polyalkylene glycols and/or derivatives thereof (component b) in the cosmetic of the present invention is from 3 to 30% by mass, more preferably from 5 to 25% by mass. When the incorporation amount is less than 3% by mass, a desired effect may not be obtained, and when the component is incorporated by going beyond 30% by mass, stickiness and stiffness may be caused.
  • Since the hair-styling cosmetic of the present invention has a low viscosity, the solvent volatilizes quickly during application to hair, thereby adhesiveness is exhibited. Specifically, it is preferable that the viscosity measured with a B-type viscometer at 25° C. is adjusted to 100 mPa·s or less. The effect of the invention is exerted easily by atomizing into a form of mist. When the viscosity exceeds 100 mPa·s, the cosmetic may become unsuitable for atomizing into a form of mist, for example, problems such as clogging in a nozzle of an atomizing apparatus may be caused.
  • Furthermore, in the hair-styling cosmetic of the present invention, the range of the adhesiveness after the solvent in the cosmetic has been volatilized is also an important factor. By adjusting the adhesiveness to a predetermined range, stickiness during application to hair can be suppressed, and hair-restyling effect can be improved.
  • Specifically, it is preferable to adjust the adhesiveness to such an adhesiveness as showing a ball number of from 1 to 30, more preferably from 3 to 25, wherein the ball number is measured at an inclination angle of the inclined plane in the above-mentioned ball tack test (the measurement apparatus shown in FIG. 1) of 10° and 25° C. after forming a coating having a thickness of 0.1 mm by using the cosmetic of the present invention and drying at 25° C. and a humidity of 50%.
  • When the adhesiveness is so low that the ball No. 1 is not stopped, hair-restyling effect is insufficient, whereas when the adhesiveness is so high that a ball larger than the ball No. 30 is stopped, hair may become sticky.
  • Furthermore, it is preferable that the hair-styling cosmetic of the present invention comprises an oil component by from 0.01 to 5% by mass, more preferably from 0.1 to 3% by mass. By comprising the oil component, further smoothness can be imparted to hair.
  • The oil component used in the present invention is not specifically limited and can be selected from oil components that have been conventionally used in cosmetics, specifically in hair cosmetics. Examples may include hydrocarbon oils such as heavy isoparaffins(=hydrogenated polyisobutenes) and light isoparaffins (for example, Isopar A, C, E, G, H, K, L and M (manufactured by Exxon), Shellsol 71 (manufactured by Shell), Soltrol 100, 130 and 220 (manufactured by Phillips), and the like), squalane and liquid paraffin; esters such as cetyl-2-ethyl hexanoate, 2-ethylhexyl palmitate, 2-octyldodecyl myristate, neopentyl glycol-2-ethylhexanoate, isopropyl myristate, myristyl myristate and tetra 2-ethylhexanoic acid pentaerythrityl; fats such as olive oil, avocado oil, jojoba oil, sunflower seed oil, safflower oil, camellia oil, macadamia nut oil, mink oil, liquid lanolin, lanolin acetate and castor oil; silicone-based oils such as dimethylpolysiloxane, methylphenylpolysiloxane, gum-like dimethylpolysiloxane having a high polymerization degree, polyether-modified silicone, amino-modified silicone, low-boiling point silicone oils (hexamethylcyclotrisiloxane, octamethyltetracyclosiloxane [for example, “Execol D-4” (manufactured by Shin-Etsu Silicone Co., Ltd.), “SH244” and “SH344” (manufactured by Dow Corning Toray Silicone Co., Ltd.) and the like], decamethylcyclepentasiloxane [for example, “Execol D-5” (manufactured by Shin-Etsu Silicone Co., Ltd.), “SH245” and “DC345” (manufactured by Dow Corning Toray Silicone Co., Ltd.), and the like], dodecamethylcyclehexasiloxane [for example, “DC246” (manufactured by Dow Corning Toray Silicone Co., Ltd.)] tetradecamethylcycloheptasiloxane, and the like), and the like; fluorine-based oil components such as fluorine-modified dimethylpolysiloxanes, fluorine-modified methylphenylpolysiloxanes, perfluoropolyethers and perfluorocarbons; and the like.
  • It is preferable that the hair-styling cosmetic of the present invention comprises water and an alcohol in addition to the above-mentioned adhesive resin and sugar alcohols, polyalkylene glycols and derivatives thereof.
  • As the alcohol in the hair-styling cosmetic of the present invention, one kind or two kinds or more selected from alcohols that are generally used in cosmetics such as ethanol can be suitably selected and used. The incorporation amounts of the water and alcohol are not specifically limited, and are suitably adjusted within a range in which the above-mentioned predetermined adhesiveness and viscosity are given.
  • The hair-styling cosmetic of the present invention can be provided in various embodiments such as a hair liquid, a hair foam, a hair mousse, a hair spray, a hair mist, a hair gel and a hair wax, and is specifically suitable for a form for using by atomizing into a form of mist since it is a cosmetic that comprises the adhesive resin and sugar alcohols and/or polyalkylene glycol derivatives by predetermined amounts and may have limited adhesiveness and viscosity. By using in a form of mist, the solvent volatilizes quickly, and adhesiveness and hair-styling effect can be exerted quickly.
  • The hair-styling cosmetic of the present invention may incorporate, depending on the form thereof, for example, other components that have been conventionally used in hair-styling cosmetics, to the extent that the effect of the invention is not deteriorated.
  • EXAMPLES
  • Hereinafter the present invention will be explained in more detail with referring to specific examples, but the present invention is not construed to be limited to the following Examples. Furthermore, the incorporation amounts in the following Examples and the like are represented by % by mass unless otherwise specified.
  • Preparation Examples and Comparative Preparation Examples
  • Polymerization was conducted by the monomer compositions shown in the following Table 1 to prepare adhesive setting resins that may be used in the present invention (Preparation Examples 1 to 6), and Comparative Preparation Example 1 that was free from monomer C and Preparation Example 2 that was free from monomer D.
  • Specifically, a mixture comprising 100 parts of a monomer is prepared in advance; 100 parts of ethanol is charged in a 1 L volume five-necked flask equipped with a dropping funnel containing this mixture, a reflux condenser, a thermometer, a tube for nitrogen replacement and a stirrer; the temperature is raised under nitrogen flow; 1 part of a polymerization initiator (2,2-azobisisobutyronitrile) is added to the ethanol when the ethanol reaches a reflux state (about 80° C.); and the above-mentioned mixture is added dropwise continuously for 2 hours. Thereafter the reactant was left in the reflux state for 8 hours to promote a polymerization reaction. The solvent was then distilled off from the solution in the five-necked flask, and ethanol was added to adjust the solvent content of this solution to give a solution of a cosmetic base having a solid content concentration of 50%.
  • TABLE 1
    Prepa-
    ration Prepa- Prepa- Comparative Prepa- Prepa- Prepa- Comparative
    Classi- Chemical structure Exam ration ration Preparation ration ration ration Preparation
    fication (trade name) Manufacturer ple 1 Example 2 Example 3 Example 2 Example 4 Example 5 Example 6 Example 1
    A Butyl acrylate Idemitsu Kosan 40 35 30 40 15
    Co., Ltd.
    A Ethyl acrylate Toagosei Co., 30 30
    Ltd.
    A Stearyl methacrylate NOF
    (Blenmer SMA) Corporation
    A Hydroxyethyl acrylate Osaka Organic 15 30
    (HEA) Chemical
    Industry Ltd.
    A Methoxyethyl acrylate Toagosei Co., 15
    (Aronix C-1) Ltd.
    B Dimethyacrylamide Kohjin 40 30 30 30 40 35
    (DMAA) Chemical
    Co., Ltd.
    B Dimethyamino- Toagosei Co., 20
    propylacrylamide Ltd.
    (DMAPAA)
    C Acrylic acid NOF 55 20 15 30 15
    polyoxyethylene glycol Corporation
    (n = 10) (Blenmer AE-
    400)
    C Acrylic acid NOF 20 20 30 55
    polyoxypropylene Corporation
    glycol (n = 6) (Blenmer
    AP-400)
    D Diacrylic acid Shin-Nakamura 5 5 5 5 5
    polyoxyethylene glycol Chemical Co.,
    (n = 23) (NK Ester A- Ltd.
    1000)
    D Dimethacrylic acid Shin-Nakamura 5
    polyoxyethyleneglycol Chemical Co.,
    (n = 14) (NK Ester 14G) Ltd.
    D Glycerin dimethacrylate NOF 5
    (Blenmer NDMA) Corporation
  • Examples and Comparative Examples
  • For the adhesive resins in the following Table 2, the adhesiveness thereof was measured by a ball tack test. In the tables, the result of the ball tack test represented by “-” shows that the adhesiveness was so low that the ball No. 1 did not stop.
  • TABLE 2
    Ball tack test
    (30°, 25° C.,
    adhesive resin humidity 50%)
    Type (manufacturer) Trade name
    Acrylic-based (BASF) Acronal YJ2720D 1
    Acrylic-based (BASF) Acronal V215ap 12
    Acrylic acid alkyl ester Daitosol 5000AD 4
    Methacrylic acid alkyl n-Butyl acrylate/2-ethylhexyl 1
    ester acrylate/methyl methacrylate
    copolymer emulsion (*1)
    Silicone-based (Dow SD4584PSA 4
    Corning Toray)
    adhesive setting resin of 5
    Preparation Example 3
    Vinyl acetate S-Dine 5301
    (*1) n-Butyl acrylate/2-ethylhexyl acrylate/methyl methacrylate copolymer emulsion (manufactured by Daito Kasei Kogyo Co., Ltd.): Resin solid content:water = 1:1 (mass ratio) in this resin emulsion.
  • Next, samples having the compositions as listed in the following Tables 3 and 4 were prepared, the arrangement effect, adhesion effect, fixing effect, hair-restyling effect and absence of feeling of dryness when the samples were used were evaluated. The results thereof are also shown in Tables 3 and 4. The evaluation methods and evaluation criteria for the respective properties are as follows.
  • 1. Arrangement Effect
  • 0.5 g of the sample was applied to a bundle of black virgin hair (length: 20 cm, mass: 2 g) and dried at an ordinary temperature, and the obtained hair bundle was evaluated for easiness of arrangement by a sensory test by specialized panelists.
  • <Criteria for Evaluation Points>
  • 5 points: Arrangement is considerably easy
  • 4 points: Arrangement is slightly easy
  • 3 points: Normal
  • 2 points: Arrangement is slightly difficult
  • 1 point: Arrangement is difficult
  • <Evaluation Criteria>
  • ⊙: The total points are 40 points or more
  • ◯: The total points are 30 points or more and less than 40 points
  • Δ: The total points are 20 points or more and less than 30 points
  • x: The total points are less than 20 points
  • 2. Fixing Effect
  • 0.4 g of the sample was applied to black virgin hair (length: 15 cm, weight: 1 g) and spreaded by using a comb, the shape of the hair was arranged so that the hair was relaxed, and 5 strands were prepared for one sample. The strand was dried for 1 hour at 50° C. and hanged on a scaled board, and the flexure length (b) of the strand was measured in a constant temperature and humidity chamber at a temperature of 30° C. and a humidity of 90% RH. Using the flexure length (a) of the strand that had been measured in advance before applying the sample, fixing effect (keeping effect) was obtained according to the following equation. A numerical value closer to 100% represents higher fixing effect and more excellent humidity resistance.

  • Hair style keeping effect(%){(a−b)/a}×100
  • <Evaluation Criteria>
  • ⊙: The value is 90% or more
  • ◯: The value is 70% or more and less than 90%
  • Δ: The value is 50% or more and less than 70%
  • x: The value is less than 50%
  • 3. Hair-Restyling Effect
  • 0.5 g of the sample was applied to a bundle of black virgin hair (length: 20 cm, mass: 2 g) and dried at an ordinary temperature, and the obtained hair bundle was evaluated for easiness of hair styling when the hair was trimmed immediately after the application and trimmed again after 1 hour (hair-restyling effect) by a sensory test by specialized panelists.
  • <Criteria for Evaluation Points>
  • 5 points: Hair-restyling effect is considerably high
  • 4 points: Hair-restyling effect is slightly high
  • 3 points: Normal
  • 2 points: Hair-restyling effect is slightly low
  • 1 point: Hair-restyling effect is not exhibited
  • <Evaluation Criteria>
  • ⊙: The total points are 40 points or more
  • ◯: The total points are 30 points or more and less than 40 points
  • Δ: The total points are 20 points or more and less than 30 points
  • x: The total points are less than 20 points
  • 3. Adhesion Effect
  • 0.5 g of the sample was applied to a bundle of black virgin hair (length: 20 cm, mass: 2 g) and dried at an ordinary temperature, and the obtained hair bundle was evaluated for adhesion effect on the hair by a sensory test by specialized panelists.
  • <Criteria for Evaluation Points>
  • 5 points: Adhesion is felt considerably
  • 4 points: Adhesion is felt slightly
  • 3 points: Normal
  • 2 points: Adhesion is felt slightly little
  • 1 point: Adhesion is not felt
  • <Evaluation Criteria>
  • ⊙: Total points are 40 points or more
  • ◯: Total points are 30 points or more and less than 40 points
  • Δ: Total points are 20 points or more and less than 30 points
  • x: Total points are less than 20 points
  • 5. Absence of Feeling of Dryness
  • 0.5 g of the sample was applied to a bundle of black virgin hair (length: 20 cm, mass: 2 g) and dried at an ordinary temperature, and the obtained hair bundle was evaluated for the absence of feeling of dryness on hair during trimming by a sensory test by specialized panelists.
  • <Criteria for Evaluation Points>
  • 5 points: Feeling of dryness is considerably little
  • 4 points: Feeling of dryness is slightly little
  • 3 points: Normal
  • 2 points: Dryness is slightly felt
  • 1 point: Dryness is felt
  • <Evaluation Criteria>
  • ⊙: Total points are 40 points or more
  • ◯: Total points are 30 points or more and less than 40 points
  • Δ: Total points are 20 points or more and less than 30 points
  • x: Total points are less than 20 points
  • 6. Humidity Resistance
  • 0.5 g of the sample (the hair cosmetic obtained in Example or Comparative Example) was applied to black virgin hair (length: 20 cm, weight: 2 g), and a curl was immediately made by using a curler having a curl diameter of 2 cm and dried at 50° C. for 1 hour. The length of the curled hair strand was measured, and said length was defined as an initial value (L0).
  • Next, the dried hair bundle was hanged on a scaled board and put into a constant temperature and humidity chamber at a temperature of 30° C. and a humidity of 90% RH for 3 hours, and the length of the hair strand was measured and defined as strength after humidification (L2).
  • The length of the hair strand is the maximum diameter when the hair is in a curled state, whereas the length is the maximum length from the end part at the base side (for example, the length from the end part at the base side to the end part of the tip) when the curl is uncoiled partially or entirely.
  • The curl retention value was calculated according to the following equation, and the humidity resistance was evaluated according to the following evaluation criteria.

  • Curl retention value(%)={(20−L2)/(20−L0)}□100
  • A curl retention value closer to 100% represents a stronger curl keeping rate and more excellent humidity resistance (i.e., style keeping effect).
  • <Evaluation Criteria>
  • ⊙: The curl retention value is 90% or more.
  • ◯: The curl retention value is 70% or more and less than 90%
  • Δ: The curl retention value is 50% or more and less than 70%
  • x: The curl retention value is less than 50%
  • TABLE 3
    Comparative Comparative Comparative Comparative Comparative Exam- Exam-
    Example 1 Example 2 Example 3 Example 4 Example 5 Example 1 Example 2 Example 3 ple 4 Example 5 ple 6
    Water Amount that makes the entirety 100%
    Ethanol 5 5 5 5 5 5 5 5 5 5 5
    Acronal 10 10 10 10
    V215ap
    Daitosol 10 10 10 10
    5000AD
    Multitol 5 5 5 5 5
    PEG-6 2.5 2.5 2.5 2.5 2.5
    PEG-32 2.5 2.5 2.5 2.5 2.5
    Total 100 100 100 100 100 100 100 100 100 100 100
    Fixing X Δ Δ X X
    effect
    Adhesion X
    effect
    Arranging X Δ
    effect
    Hair- X Δ Δ
    restyling
    effect
    Absence X X X Δ
    of
    feeling
    of
    dryness
  • TABLE 4
    Example Example
    7 8
    Ion exchanged water Amount that makes
    the entirety 100%
    Ethanol 50  50 
    Sorbitol 1
    PEG-6 5 2
    PEG-8 5 3
    PEG-32 5 2
    (Alkyl 3 1
    acrylate/diacetoneacrylamide) copolymer
    AMP (*2)
    Polyacrylate cross polymer-3 2 1
    Citric acid Suitable Suitable
    amount amount
    Phenoxyethanol Suitable Suitable
    amount amount
    Fragrance Suitable Suitable
    amount amount
    Ball tack test 5 3
    (Inclination angle 10°, 25° C.)
    Fixing effect
    Arranging effect
    Hair-restyling effect
    Humidity resistance
    (*2) PLAS CIZE (manufactured by Goo Chemical Co., Ltd.)
  • Other examples are shown below.
  • Example 9
  • Liquid-type styling agent
     (1) Ion exchanged water balance
     (2) PEG-6 7
     (3) PEG-32 7
     (4) Maltitol 10 
     (5) PEG/PPG-55/28 dimethyl ether 1
     (6) Ethanol 5
     (7) Fragrance suitable amount
     (8) Acronal YJ2720D 1
     (9) (Alkyl acrylate/diacetoneacrylamide)
    copolymer AMP 2
    (10) Citric acid suitable amount
    (11) Phenoxyethanol suitable amount
    (12) PEG-40-butyl 1
  • <Preparation Method>
  • The water-soluble components (2) to (5) were added to the water (1) and dissolved by stirring to give a water part. Next, (7) was added to the ethanol (6) and solubilized by stirring, and (5), (9) and (11) were added thereto and stirred to give an alcohol part. The water part and alcohol part were mixed, and (8), (10) and (12) were added thereto to give a liquid-type styling agent.
  • Example 10
  • Liquid-type styling agent
     (1) Ion exchanged water balance
     (2) PEG-6 5
     (3) PEG-8 5
     (4) PEG-32 5
     (5) Sorbitol 1
     (6) Ethanol 50 
     (7) Fragrance suitable amount
     (8) Adhesive setting resin of Preparation Example 3 3
     (9) (Alkyl acrylate/diacetoneacrylamide)
    copolymer 2
    (10) Citric acid suitable amount
  • <Preparation Method>
  • The water-soluble components (2) to (5) were added to water (1) and dissolved by stirring to give a water part. Next, (7) was added to (6) and solubilized by stirring, and (8) to (9) were added thereto and stirred to give an alcohol part. The water part and alcohol part were mixed, and (10) was added thereto to give a liquid-type styling agent.
  • Example 11
  • Liquid-type styling agent
     (1) Ion exchanged water balance
     (2) PEG-6 7
     (3) PEG-32 7
     (4) Maltitol 10
     (5) Ethanol 10
     (6) Fragrance suitable amount
     (7) PEG-60 hydrogenated castor oil 0.5
     (8) Hydrogenated polyisobutene 0.3
     (9) Acronal V215ap 1
    (10) (Alkyl acrylate/diacetoneacrylamide)
    copolymer 2
    (11) Phenoxyethanol suitable amount
    (12) Citric acid suitable amount
  • <Preparation Method>
  • The water-soluble components (2) to (4) were added to water (1) and dissolved by stirring to give a water part. Next, (6), (7) and (8) were added to ethanol (5) and solubilized by stirring, and (10) and (11) were added thereto and stirred to give an alcohol part. The water part and alcohol part were mixed, and (9) and (12) were added thereto to give a liquid-type styling agent.
  • Unless otherwise defined, all terms (including technical and scientific terms) used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs. It will be further understood that terms, such as those defined in commonly used dictionaries, should be interpreted as having a meaning that is consistent with their meaning in the context of the relevant art and will not be interpreted in an idealized or overly formal sense unless expressly so defined herein.
  • Having described at least one of the preferred embodiments of the present invention with reference to the accompanying drawings, it is to be understood that the invention is not limited to those precise embodiments, and that various changes, modifications, and adaptations may be effected therein by one skilled in the art without departing from the scope or spirit of the invention as defined in the appended claims.

Claims (10)

1. A hair-styling cosmetic, comprising:
(a) 0.1 to 10% by mass of an adhesive resin, and
(b) 3 to 30% by mass of at least one of a group consisting of a sugar alcohol alcohols, a polyalkylene glycol and derivatives thereof,
wherein the adhesive resin (a) has such a adhesiveness as showing a ball number of from 1 to 30 in an inclined ball tack test (inclination angle: 30°, 25° C., humidity: 50%) after forming a coating having a thickness of 0.1 mm by using a composition substantially comprising the resin by 50% by mass and drying at 25° C. and a humidity of 50% for 1 day.
2. The hair-styling cosmetic according to claim 1 wherein:
the cosmetic has a viscosity of 100 mPa·s or less (25° C., a B-type viscometer).
3. The hair-styling cosmetic according to claim 1 wherein:
the cosmetic has such a adhesiveness as showing a ball number of from 1 to 30 in an inclined ball tack test (inclination angle: 10°, 25° C., humidity: 50%) after forming a coating having a thickness of 0.1 mm by using the cosmetic and drying at 25° C. and a humidity of 50% for 1 day.
4. The hair-styling cosmetic according to claim 1, further comprising:
0.01 to 5% by mass of an oil component.
5. The method of using the hair-styling cosmetic according to claim 1 wherein:
the hair-styling cosmetic is used by atomizing into a form of mist.
6. A hair-styling cosmetic composition, comprising:
(a) a first component being an adhesive resin in an amount of 0.1 to 10% of a total mass;
(i) said adhesive resin having an adhesiveness showing a ball number of from 1 to 30 in an inclined ball tack test (inclination angle: 30°, 25° C., humidity: 50%) after forming a coating having a thickness of 0.1 mm by using a composition substantially comprising said resin by 50% by mass and drying at 25° C. and a humidity of 50% for 1 day; and
(b) a second component selected from a group consisting of: a sugar alcohol, a polyalkylene glycol, and a derivative of a polyalkylene glycol, in an amount of 3 to 30% of a total mass.
7. A hair-styling cosmetic composition, according to claim 6, further comprising:
(c) a third component being an oil component, in an amount of 0.01 to 5% of a total mass.
8. A hair-styling cosmetic composition, according to claim 7, wherein:
said hair-styling cosmetic composition has a viscosity equal to or less than 100 mPa·s, at 25° C., when employing a B-type viscometer.
9. A method of forming a hair-styling cosmetic composition, comprising the steps of:
(a) selecting a first component;
(i) said first component being an adhesive resin in an amount of 0.1 to 10% of a total mass of said hair-styling cosmetic composition;
(ii) said adhesive resin being of a type having an adhesiveness showing a ball number of from 1 to 30 in an inclined ball tack test (inclination angle: 30°, 25° C., humidity: 50%) after forming a coating having a thickness of 0.1 mm by using a composition substantially comprising said resin by 50% by mass and drying at 25° C. and a humidity of 50% for 1 day;
(b) selecting a second component;
(i) said second component being selected from a group consisting of: a sugar alcohol, a polyalkylene glycol, and a derivative of a polyalkylene glycol, in an amount of 3 to 30% of said total mass of said hair-styling cosmetic composition;
(c) selecting a third component;
(i) said third component being an oil component, in an amount of 0.01 to 5% of said total mass of said hair-styling cosmetic;
(d) selecting a fourth component;
(i) said fourth component being a remainder of said total mass of said hair-styling component and being not said first, not said second, and not said third component; and
(d) mixing said first component with said second component, said third component; and said fourth component, thereby forming said hair-styling cosmetic composition.
10. A method of forming said hair-styling cosmetic composition, further comprising the step of:
(e) forming an atomizing liquid of said hair-styling composition prior to step of application.
US13/391,142 2009-08-20 2010-08-20 Hair styling cosmetic Abandoned US20120201772A1 (en)

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JP2009191486 2009-08-20
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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20130344274A1 (en) * 2011-01-20 2013-12-26 Nitto Denko Corporation Pressure-sensitive adhesive tape for protecting surface of semiconductor parts
US20140020702A1 (en) * 2012-07-18 2014-01-23 Mitsubishi Pencil Company, Limited Method for providing highly luminous or highly masking ornamentation or make-up on nail and skin and ornamentation set or make-up set for providing ornamentation or make-up thereof

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102012203942A1 (en) 2012-03-14 2013-09-19 Beiersdorf Ag New hair fixative with sorbitol
BR112020004063B1 (en) * 2017-10-04 2023-05-09 Unilever Ip Holdings B.V COMPOSITION FOR HAIR STYLING IN AEROSOL AND USE OF THE COMPOSITION

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20030152610A1 (en) * 2002-01-28 2003-08-14 David Rolf Cosmetic patch
WO2007071308A1 (en) * 2005-12-22 2007-06-28 Unilever Plc Hair treatment composition comprising a pressure sensitive adhesive
US20120201775A1 (en) * 2009-08-20 2012-08-09 Tomonori Toyoda Hair styling cosmetic

Family Cites Families (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0720851B2 (en) 1990-03-09 1995-03-08 花王株式会社 Hair cosmetics
JP3496387B2 (en) * 1996-01-23 2004-02-09 花王株式会社 Hair cosmetics
JPH11100312A (en) 1997-09-29 1999-04-13 Shiseido Co Ltd Hair cosmetic
US6585965B1 (en) 2000-08-03 2003-07-01 The Procter & Gamble Company Hair care compositions comprising polyalkylene glycol styling agents
JP3605755B2 (en) 2000-11-30 2004-12-22 株式会社マンダム Hair cosmetic composition
US20030086886A1 (en) * 2001-10-03 2003-05-08 Sanjeev Midha Hair styling composition containing particles
DE10234804A1 (en) * 2002-07-31 2004-02-19 Wella Ag Process for creating, maintaining and removing temporary Rasta hairstyles
JP3886125B2 (en) * 2002-11-07 2007-02-28 株式会社マンダム Hair cosmetic composition
ATE463233T1 (en) * 2003-03-24 2010-04-15 Unilever Nv COMPOSITIONS FOR HAIR TREATMENT
JP4266166B2 (en) * 2004-01-21 2009-05-20 花王株式会社 Hairdressing fee
JP4136976B2 (en) * 2004-03-09 2008-08-20 花王株式会社 Hair cosmetics
JP2007217314A (en) 2006-02-15 2007-08-30 Kracie Home Products Kk Misty hair cosmetic
JP5140271B2 (en) * 2006-12-28 2013-02-06 花王株式会社 Hair cosmetics
JP5112791B2 (en) * 2007-09-07 2013-01-09 花王株式会社 Adhesive
JP5543115B2 (en) * 2009-01-21 2014-07-09 花王株式会社 Hair cosmetics

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20030152610A1 (en) * 2002-01-28 2003-08-14 David Rolf Cosmetic patch
WO2007071308A1 (en) * 2005-12-22 2007-06-28 Unilever Plc Hair treatment composition comprising a pressure sensitive adhesive
US20120201775A1 (en) * 2009-08-20 2012-08-09 Tomonori Toyoda Hair styling cosmetic

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20130344274A1 (en) * 2011-01-20 2013-12-26 Nitto Denko Corporation Pressure-sensitive adhesive tape for protecting surface of semiconductor parts
US20140020702A1 (en) * 2012-07-18 2014-01-23 Mitsubishi Pencil Company, Limited Method for providing highly luminous or highly masking ornamentation or make-up on nail and skin and ornamentation set or make-up set for providing ornamentation or make-up thereof

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BR112012003575A2 (en) 2016-03-08
CN102573775A (en) 2012-07-11
TW201110994A (en) 2011-04-01
EP2468249A1 (en) 2012-06-27

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